(4R,5S)-5-((1S,2R)-4-Benzyloxy-2-hydroxy-1-methoxy-butyl)-4-(2-methyl-allyl)-dihydro-furan-2-one

Base Information

Chemical Name:(4R,5S)-5-((1S,2R)-4-Benzyloxy-2-hydroxy-1-methoxy-butyl)-4-(2-methyl-allyl)-dihydro-furan-2-one
CAS No.:78306-80-6
Molecular Formula:C₂₀H₂₈O₅
Molecular Weight:348.439
Hs Code.:

Synonyms:(4R,5S)-5-((1S,2R)-4-Benzyloxy-2-hydroxy-1-methoxy-butyl)-4-(2-methyl-allyl)-dihydro-furan-2-one

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Chemical Property of (4R,5S)-5-((1S,2R)-4-Benzyloxy-2-hydroxy-1-methoxy-butyl)-4-(2-methyl-allyl)-dihydro-furan-2-one

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Technology Process of (4R,5S)-5-((1S,2R)-4-Benzyloxy-2-hydroxy-1-methoxy-butyl)-4-(2-methyl-allyl)-dihydro-furan-2-one

There total 16 articles about (4R,5S)-5-((1S,2R)-4-Benzyloxy-2-hydroxy-1-methoxy-butyl)-4-(2-methyl-allyl)-dihydro-furan-2-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

: 77234-44-7
(R)-3-[(4S,5S,6R)-6-(2-Benzyloxy-ethyl)-5-methoxy-2,2-dimethyl-[1,3]dioxan-4-yl]-5-methyl-hex-5-enoic acid methyl ester

: 78306-80-6
(4R,5S)-5-((1S,2R)-4-Benzyloxy-2-hydroxy-1-methoxy-butyl)-4-(2-methyl-allyl)-dihydro-furan-2-one

Guidance literature:: With hydrogenchloride; In ethylene glycol; at 25 ℃;
DOI:10.1021/ja00395a044

Reference yield: 67.0%

: 78249-22-6
(-)-(4S,5S)-2-<(2S,3S,4R,5S)-7-(Benzyloxy)-3,5-(benzylidenedioxy)-4-methoxy-2-(2-methylprop-2-enyl)heptyl>-4-(methoxymethyl)-5-phenyl-2-oxazoline

: 78306-80-6
(4R,5S)-5-((1S,2R)-4-Benzyloxy-2-hydroxy-1-methoxy-butyl)-4-(2-methyl-allyl)-dihydro-furan-2-one

: 78249-15-7
(+)-(4S,5S)-4-(2-Methyl-2-propenyl)-5-<(1S,2R)-4-(benzyloxy)-2-hydroxy-1-methoxybutyl>dihydrofuran-2(3H)-one

: 100-52-7
benzaldehyde

Guidance literature:: With sulfuric acid; In methanol; at 25 ℃; for 24h; Yields of byproduct given;
DOI:10.1021/jo00332a023

Reference yield:

: 62853-46-7
5-deoxy-3-O-methyl-1,2-O-(methylethylidene)-α-D-xylo-hexo-furanose

: 78306-80-6
(4R,5S)-5-((1S,2R)-4-Benzyloxy-2-hydroxy-1-methoxy-butyl)-4-(2-methyl-allyl)-dihydro-furan-2-one

Guidance literature:: Multi-step reaction with 6 steps

1: 88 percent / NaH / 1,2-dimethoxy-ethane / 60 °C

2: 92 percent / amberlite 1R-120, H₂O / 100 °C

3: 80 percent / toluene / 25 °C

4: camphorsulfonic acid / benzene / 25 °C

5: 1.) cuprous iodide / 1) -40 deg C, THF; 2) -40 deg C, 4 h

6: 90 percent / aq. HCl / ethane-1,2-diol / 25 °C

With hydrogenchloride; copper(l) iodide; amberlite 1R-120; camphor-10-sulfonic acid; water; sodium hydride; In 1,2-dimethoxyethane; ethylene glycol; toluene; benzene;
DOI:10.1021/ja00395a044